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. 2021 Nov 2;77(Pt 12):1208-1212.
doi: 10.1107/S2056989021011312. eCollection 2021 Dec 1.

N- tert-Butyl-2-{2-[2-(4-chloro-phen-yl)-4-hy-droxy-1-(5-methyl-isoxazol-3-yl)-5-oxo-2,5-di-hydro-1 H-pyrrol-3-yl]- N-(4-meth-oxy-phen-yl)acetamido}-2-(4-meth-oxy-phen-yl)acetamide methanol monosolvate: single-crystal X-ray diffraction study and Hirshfeld surface analysis

Mariia O Shyshkina  1 , Yana I Sakhno  1 , Oleksandr V Radchenko  2 , Svitlana V Shishkina  1   2 , Sergey M Desenko  1 , Valentyn A Chebanov  1   2
Affiliations

N- tert-Butyl-2-{2-[2-(4-chloro-phen-yl)-4-hy-droxy-1-(5-methyl-isoxazol-3-yl)-5-oxo-2,5-di-hydro-1 H-pyrrol-3-yl]- N-(4-meth-oxy-phen-yl)acetamido}-2-(4-meth-oxy-phen-yl)acetamide methanol monosolvate: single-crystal X-ray diffraction study and Hirshfeld surface analysis

Mariia O Shyshkina et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

The title compound, C36H37ClN4O7·CH3OH, which crystallizes as a methanol solvate, may possess biological activity, which is inherent for a natural peptide or protein. In the crystal, mol-ecules of the title compound form hydrogen-bonded tetra-mers with the solvate mol-ecules acting as bridges as a result of the O-H⋯O and N-H⋯O inter-molecular hydrogen bonds. Hirshfeld surface analysis was used to study the different types of inter-molecular inter-actions whose contributions are: H⋯H = 53.8%, O⋯H/H⋯O = 19.0%, C⋯H/H⋯C = 14.8%, Cl⋯H/H⋯Cl = 5.3%, N⋯H/H⋯N = 3.2%.

Keywords: Hirshfeld surface analysis; Ugi reaction; crystal structure; mol­ecular structure; multicomponent reaction.

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Figures

Figure 1
Figure 1
Mol­ecular structure of the title compound (solvent molecule and hydrogen atoms are omitted for clarity). Displacement ellipsoids are shown at the 50% probability level.
Figure 2
Figure 2
Tetra­mer of hydrogen-bonded title mol­ecules linked through methanol solvent mol­ecules.
Figure 3
Figure 3
Two views of the Hirshfeld surface of the title mol­ecule mapped over dnorm in the range −0.295 to 1.590 a.u.
Figure 4
Figure 4
Two-dimensional fingerprint plot for the title compound showing (a) all inter­actions, and delineated into (b) H⋯H, (c) O⋯H/H⋯O, (d) C⋯H/H⋯C, (e) Cl⋯H/H⋯Cl. (f) N⋯H/H⋯N contacts.
Figure 5
Figure 5
Reaction scheme.
See this image and copyright information in PMC

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